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Cute punk sandwiched between two cocks on his first night in prison

College Days Ch. 06

Chapter 6 -- Tim and I get even with Pete



My playing boss to Tim was an awesome turn on. He loved being told exactly what to do. He had been coming over to my dorm about three times a week. He d only come over when Stephen my roommate was not going to be around which I was hoping to change so that Stephen could see his perfect smooth body too.



He came over two days before Halloween and was very upset. He had a slight black eye and a deep red mark on his cheek. I asked him what had happened and he almost cried telling me that Pete his roommate who was forcing him to suck him off almost nightly had slapped him hard the night before when Tim was sucking him off.



I asked him why he d been slapped and he said I reached my hands around and grabbed his ass I was trying to suck him deeper the way I like to suck you. He then pulled away and slapped me hard yelling Don t fucking touch me you fag! Just suck my cock! . He then shoved his cock back into my mouth and grabbed my hair with both hands and really started pounding my face. He blew his load in like one minute pulled out and slapped me again and reminded me not to touch him or he d beat the hell out of me.



This pissed me off Tim is a great guy and only wants to please but Pete was just a bully. As Tim finished his story I could tell he had a raging hard on. Tim enjoyed being told what to do and apparently the slap turned him on too.


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I see you have a hard on I said nodding towards his tenting sweat pants Why is that? Did you like him slapping you? Or just the idea of being punished?



He grinned and blushed a bit Well honestly a little of both he started not so much the bruising but yea the being punished part. His cock was now fully erect pressing against his sweat bottoms.



Smiling I said pull those off pointing to his sweats.



He pulled them off immediately almost tripping as he kicked them off of his feet. His cock bounced fully exposed his pubic area freshly shaven smooth. I reached over and grabbed his cock and pulled him roughly to me. Stroking him back and forth I whispered in his ear You are about to get punished for getting horny thinking about that idiot roommate of yours.



I then sat down pulling him across my lap. I wedged his cock between my legs and reached under him with my left hand pulling his cock downwards so that he couldn t move very much. I then took my right hand and started to slowly rub the palm against his beautifully round butt. I massaged each cheek for several minutes squeezing them tightly every few seconds. With each squeeze his cock would jerk in my left hand. I began to squeeze harder and for a longer period so that when I released his cheek it was red from my hand pressing into the soft white flesh.



I then drew my hand up and slapped down hard on his ass. He yelped and jerked a bit. I then began to continually spank his ass each stroke getting harder and harder. His extremely white ass was now turning bright pink and becoming redder with each hard swat of my hand.



After almost three minutes of straight spanking my hand was becoming sore. His ass was crimson red now and showed a few darker streaks that would later turn to light bruises. I was about to stop after almost five minutes when I felt his cock began to surge shooting his cum all over my calves and feet. As I realized he was cumming I began to stroke his cock with my left hand pumping the cream from him as fast as I could.



After he stopped cumming I released his cock and began to slowly rub his ass. I couldn t believe the amount of heat coming from his butt. Both cheeks were dark dark red and both were hot to the touch.



I reached over to the night stand and grabbed a bottle of hand lotion and squirted some on both of his cheeks. His butt flinched at the coldness of the cream. I began to slowly rub the cream around his butt massaging his burnt cheeks and soothing the heat away.



Oh that was awesome! he said My ass feels so good the burning the cream is so cold! he continued I m sorry I shot off all over you I ll clean it up for you he tried to turn his head back towards me as he smiled up at me.



Yes you will but first things first said applying a little more cream I want to cool this beautiful butt down a little.



As I continued my fingers slipped between the clefts of his ass. I massaged his butt hole which began to open up for me. I then slid first one finger in then another slowly finger fucking his butt. He was moaning with each insertion of my fingers his butt clamping down when I would try to withdraw them.



I pulled the two inserted fingers apart and towards me opening his ass up and I squirted an ample amount of the lotion deep into his open hole. He moaned louder and squirmed around on my lap. I then slid my fingers out and I could hear his ass squishing the lotion inside trying to push it back up and out.



Stand up I said. He got up and stood in front of me his cock still glistening with cum.



Bend over the desk I ordered. He walked over to the desk and bent over it spreading his legs slightly.



I dropped my boxers the only thing I was wearing and walked up behind him. His ass was glowing red. I could see out of the slightly opened blinds that it was a blustery afternoon and there weren t many people walking around outside. I reached over to the desk and moved everything to one side mainly making sure that I could easily see anyone that might be coming towards the dorm. Though we were on the fourth floor it would be easy for someone to look up and see him bent over the desk and see me behind him.



Lay all the way over the desk chest flat and your face turned to the right I commanded. Which he did immediately. Now I continued reach both hands behind you and spread your ass apart for me.



He reached back grasping a cheek in each hand and spread them as wide as he could. The lotion made his cheeks slippery and he was having a hard time keeping them open as wide as they could go. But he kept trying grasping them harder and stretching as best he could.



I slid up behind him and placed the head of my cock against his tight hole just letting the tip sit against his anal ring. I thought about putting on a condom and then decided not to. I knew we were both very clean so I thought I d just fill him full today. This would be a first since we always used condoms in the past.



You don t get hard thinking about that idiot anymore I said in a strong harsh tone.



Okay I ll try not to get hard again but I love him bossing me around just like I love this! he replied still fighting to keep his butt cheeks spread open.



Yea well instead you think about my spanking let that get you hard I said Or think about my cock head sitting right here at the opening of your ass I continued pushing forward enough so that about a fourth of an inch was now pressed inside his hole.



Yes yes I ll think about that I promise! he gasped.



I leaned over him slightly looking around the yard below and said I m going to fuck you now no condom just cock.



OHHH...yea! Please please fuck me! He said a begging tone to his words.



I moved forward my cock forcing open his tight hole the head easing in his anal ring clamping down around the bulbous head. I kept easing forward slowly keeping steady pressure on against him. My cock was slowly filling him. After almost half a minute I was imbedded completely inside him my balls resting against his my pubic bone pressed against his spread open ass cheeks.



I didn t move at first letting his ass adjust to the fullness. I could feel the warmth of his body and feel the lotion I d squirted inside him. I began to slowly pull out while using my hands to help his own hold his ass wide apart.



He moaned OH! OH! Damnit that feels so fucking great! AAGGGHHHH he continued as now only the head remained inside the tight cavern of his small burning red ass. I then pushed back in just as slowly another long deep moan escaping his mouth. I continued this slow insertion and withdrawal taking almost half a minute to pull out and half a minute to go back in. He was moaning and pushing his ass back towards me in an attempt to get me to fuck him faster but I would simply use my hands to keep his body pressed against the desk not letting him do anything about my slow deep pace.



I kept this pace for almost ten minutes having to stop numerous times with my cock head being the only part of my cock inside him this to avoid blowing my wad. He was now begging me to pound his ass. I knew that once I picked up the pace I wouldn t be able to hold on for long.



After only a few more slow strokes I grabbed his small hips and slid back inside him so hard that I knocked several items off of the desk. I then began a furious in and out thrusting fucking his tight hole banging my body into his. Faster and faster harder and harder for another two minutes or so and I felt my balls begin to tighten and knew I wouldn t last much longer.



I made one last long hard thrust inside him and began to empty my balls deep into his ass. Shot after shot sprayed deep inside him.



He was moaning and groaning louder than before and his own cock was spraying cum onto the floor between us.



I kept my cock inside him slowing pulling it back and forth until it was completely deflated and slid freely from his now gaping asshole. As my cock dropped free a river of cum and lotion poured freely from his ass dripping onto the floor and making a stream down his right thigh. I had him get a towel and clean us both up and clean the floor.



So you kinda like being told what to do huh? I asked



He blushed a little Sure can t you tell? That s probably why I didn t mind dressing in my sister s cheerleading outfit for my mom s friends. He blushed a little more I really liked the spanking too my ass is still burning but it feels awesome.



I thought for a minute So do you care that Pete smacked you?



He took a second then said I don t like being slapped or punched by a bully. I d let him spank me and boss me around if he wouldn t hurt me.



I sat thinking for a few minutes and then I said Why don t we get even with Pete. We ll make him your bitch for a night and then explain that you guys can have fun without being shitty to each other.



How? he asked absent-mindedly rubbing his ass cheeks.



I smiled and replied The Halloween party we ll get him then. Just leave it to me and we ll teach him a lesson or two. I moved over to him turned him around and knelt down gently kissing his burning ass cheeks. They were still very red and putting of a great amount of heat. I kissed and licked on his butt cheeks cooling them off. He was moaning and had to bend over and grab the desk to keep from falling. I could see his cock was hard as a rock so I reached between his legs and started to gently stroke him off while I kept kissing his red butt.



Within a few minutes he moaned that he was cumming. I reached my other hand around in front of him catching his load in my palm as his shot out of his hard cock. I continued stroking until he finally stopped cumming. I then moved my hand full of cum to just above his lower back and poured it against him letting the thick cum trickle slowly down his lower back and onto his round bubble butt. I then smeared the cum over both cheeks blowing lightly against the cum for a cooling affect on his butt.



I stood up and said Okay you better get dressed Stephen will be here in about twenty minutes.



He turned smiled and reached for his sweat bottoms not bothering to clean the drying cum that was spread across his bubble butt ass.



Part 2 -- Halloween night



I had a friend that supplied me with a couple of pills that would knock Pete out completely if dropped into his drink. I told Tim the plan and then headed off campus to a local motel. I booked a room set up a few things for later and headed to the big Halloween party at Pete s frat house.



Each member of the Frat house that was pledging had to dress as a woman. Tim had chosen his sister s cheerleading outfit from school. He was wearing bright red tights under the short skirt tight bottoms and a sweater top. He had also borrowed one of her bras which he had stuffed with pantyhose for use later.



He told me that several guys had been slapping his butt and lifting his skirt. Several of the other pledges were decked out in maids and nurses uniforms. None were as feminine looking at Tim mainly because of his boyish looks.



Pete was dresses in a toga and Tim told me that he was naked under it as Pete had forced him to suck him off before they came to the party.



I gave the two pills to Tim who easily slipped them into Pete s drink. They have a dual effect they make you drowsy and horny at the same time so after about thirty minutes Pete sought out Tim and said it was time for another blowjob. Tim suggested that they go outside to a car so that no one would catch them in one of the frat rooms. He easily agreed and stumbled outside. I followed behind waiting for them to get into the back seat of Tim s car. Once there Pete lifted his toga and shoved his cock into Tim s mouth. I watched from the nearby bushes as Tim sucked on Pete s cock Pete s head bobbing from the drowsiness of the pills. After about five minutes Tim rose up and motioned for me to come over.



Rolling the window down Tim said He s out! His cock is still hard but he s out!



I got in the front seat and we headed to the motel. It took all we had to carry Pete into the room. Once there we removed the toga and laid him on the bed. As I put two pillows under his lower back Tim removed the pantyhose from his bra and began tying Pete s legs to the side of the bed explicitly exposing his cock and ass. I then tied his arms directly over his head pulling them tight and tying them to the bed frame. The nylon hose were perfect allowing little to no movement at all. I then took out the blindfold and ball gag that I had purchased earlier in the day. We secured both on Pete. He was now unable to see speak or move.



I then set up the video recorder and started it filming. We took a portable razor and shaved his cock and balls and then Tim used a razor and shaving cream to remove the remaining stubble. His cock grew hard again as Tim manipulated around it and I knew that it wouldn t be long now. Pete s cock wasn t huge only about five inches long and about three inches round. His newly shaved balls were large and heavy filled with semen from his early cock sucking session with Tim that ended with him passing out. Soon his cock and balls were as smooth as mine and Tim s. Now it was time to wake him.



After a splash or two of cold water he began to come to. I let him test the nylons holding him to the bed and then waited until he began to try to scream against the ball gag in his mouth.



I leaned in and whispered Stop struggling and I ll tell you what s going on.



He continued to struggle so I reach down and grasped his nut sack and squeezed hard. Repeating myself Stop struggling adding a bit more pressure to his balls. He stopped moving and I released my tight grip still keeping my hand on his balls noticing that his dick was harder now than before.



I began to describe what was going on You are tied up. You are naked. My friend and I have shaved your balls your cock and all of your pubic hair. You have a blindfold on and thumping the ball gag this is a ball gag which prevents you from screaming. I waited a second before continuing You ve recently beat up a friend of mine who you forced to suck your dick and then hit him for touching your ass I dropped his balls and cupped his ass cheek sorta like this.



I squeezed his butt cheek in my hand You will not do that again he began to shake his head no . I grinned No you aren t getting off that easy. See I think that you secretly liked him touching your ass especially since you like his mouth on your dick. Think how much more fun you could be having. I released his ass and started stroking his cock.



I waited until I heard him moan then said See you don t seem to mind having my hand jerking you off so I think you really secretly want much more don t you? He shook his head no . Oh I think you do and we yes there is more than one of us here and we think you ll admit it soon.



I motioned for Tim to come over to the bed. Once Tim was there I mouthed my instructions to him and he stuck his finger into an open jar of petroleum jelly and began to smear it around Pete s ass working it in and out of the crack and then slowly inserting a finger.



Pete began to jerk against the nylons I quickly grabbed his balls and began to squeeze hard until he stopped. I then said If you resist I will squeeze your nuts off! Tim continued to slide his finger in and out of Pete s ass soon inserting a second and then a third finger. Soon Tim was easily sliding four fingers in and out of Pete s ass. Pete was moaning with each thrust.



I grabbed the large cock shaped dildo I had purchased and greased it up then placed the head of it at Pete s hole. I then asked Did you like the fingers fucking you? Tell the truth we re the only ones that will know.



Pete nodded slightly and I grinned then began to ease the dildo into his well greased butt Then you ll really like this I said. I could feel his butt tense up and his muscles trying to expel the dildo. I eased back a little then shoved in harder forcing about two inches of the rubber cock inside him. He groaned and winced. I then pulled it back about an inch and said Relax this won t hurt after a few minutes and you ll love it I promise. Do you understand? He nodded again and I could see his body relax.



I very slowly eased the rubber cock inside him. With each inch that went in I d pull back about a half inch. After about three long minutes I had all six inches of the rubberized cock in him. I left it sitting there rotating it from side to side.



Pete moaned deeply and I told Tim to take over. I moved up the Pete s head as I watched Tim pull about three inches out of Pete s lubed ass and then ease the cock back in. Tim continued this pace as I moved up and began to remove the ball gag.

Now Pete as long as you behave I ll leave this off. But if you scream cuss or try to bite anyone in here I ll squeeze your balls until you cry and then we ll put this back on do you understand?



He nodded and replied Yes thank you for taking that off. Then he moaned and sighed deeply as Tim continued to fuck the dildo in and out of Pete s ass.



So you do like that? I asked.



I can t believe that I do he said swallowing hard but I love it! It feels so freakin great.



I reached down and started stroking his cock tightening my grip on his very erect straining dick and if I do this it feels that much better huh?



OH! OH! I ll cum if you don t stop! I never last very long! he cried out.



Its okay go ahead and cum. That s the point to have fun I said continuing to stroke his swelling cock.



I could tell he was close so I removed my hand and replaced Tim s hand on the dildo. I pulled it almost all the way out and then slowly eased it all the way back in.



OH! OH! SHIIIITTTTT! he groaned! I m gonna cum if you keep that up!



I told Tim to start jerking him off. Tim smiled and wrapped his hand around Pete s cock. I once again withdrew the dildo to the head and shoved it back in a little harder with each stroke now almost shoving the base in with it.



Tim was stroking Pete s cock slowly and was picking up pace with each OH that Pete screamed or moaned. After about three minutes of the steady hard dildo fucking and stroking of his cock Pete exploded. His cum shot from the head of his cock about twelve inches into the air and began to puddle on his stomach and shaved crotch.

As he finished I left the dildo embedded as deep as it would go in his ass and Tim continued to lightly stroke his deflating cock. I scooped up the cum he d shot out and brought my hand towards his mouth the palm overflowing with his seed.



Pete time for you to taste what you ve been feeding my friend are you ready?



I don t know I don t think I want to do that he replied shaking his head no again.



You don t have a choice open your mouth now I ordered.



He didn t say anything just opened his mouth wide. I poured his cum into his open mouth him swallowing as it flowed in. I then wiped my palm on his lips and chin. He licked his lips attempting to get all of it off.



Not too bad? I asked.



No pretty good actually he said swallowing hard again. He then groaned again and I noticed that Tim was still stroking his cock with one hand and was now fucking his ass again with the dildo.



Now are you ready to take it from the source? I asked. He nodded and said I ll try I guess if you have more.



I straddled his chest and lowered my aching cock into his mouth. At first he gagged a bit then got a rhythm going and began to suck and pull my cock deeper into his mouth.



Tim continued stroking his re-hardening cock and kept the dildo pumping into his ass. Pete got into a great rhythm and was sucking my cock deeper into his mouth and down into his throat. At this point I realized this wasn t his first cock. I worked more of my cock into his mouth and soon my entire length was snug inside his throat and my balls rested on his chin.



I knew I wouldn t last much longer so I eased my cock from his mouth. He created a tighter suction trying to pull me deeper. My cock popped free from his mouth and he was panting and searching for my cock with his open mouth his tongue darting out for it.



You ve sucked cock before! Haven t you Pete? I asked.



A smile crept across his face and he replied Yea actually I have.



More than just a few times right?



Yes a lot actually he said sounded almost sad at the confession.



Then why treat Tim that way? Why not have fun together? I asked getting a little pissed. I climbed off of his chest and moved Tim s hand from Pete s straining cock. I pushed the dildo into the hilt and left it there waiting on his response.



Had it not been for the blindfold I think we would have seen tears as he started Well I ve been doing all kinds of stuff with guys for years since early in school and when I came to college no one I knew was here and no one was doing guys. I ve dated girls fucked several but I wanted that cock action again and Tim was so young looking and so hot. I knew I could bully him and make him do what I wanted but I didn t want to do anything to him trying to keep myself from being totally gay. He sobbed a bit.



It s okay to be bi! Dipshit! Tim likes girls too! So do I! I added though I d never actually been with a girl I did love seeing them naked.



I motioned to Tim Get up on his chest and feed him your cock! I ordered. Tim quickly straddled him but turned to face my direction. I smiled I knew what Tim had in mind.



I then climbed on the bed between Pete s legs slipping on a condom and greasing it up with the lube.



Pete you ve taken cock in the ass too right?



Yes but only small ones and only a couple of times he said.



I pulled the dildo from his ass his ass gaping open about the size of a quarter placed the head of my cock in the gaping hole and replied Well you are about to take a much bigger one now if you ask nicely. I added smiling.



He swallowed hard and then said Please fuck my ass.



Not good enough I said reaching up and squeezing his balls.



OH!! Please please stick your dick in my ass and fuck me! He yelled more enthusiastic.



I don t know I don t feel that you really really want it twisting his balls lightly back and forth now.



He wiggled against his restraints and then begged OH OH Please!! Please!! Fuck my ass with your big dick! I want you to pound my ass hard! Fuck me fuck me please!!!



I was impressed I released his balls and slide my cock inside him about two inches. He groaned and sighed as I entered him.



Like this? I asked.



His head shook no and he replied NO! Harder and deeper! I want your whole cock balls deep!



I smiled and motioned for Tim to lower his cock into Pete s panting mouth. He did and at the same time he lowered his mouth onto Pete s cock. I then thrust my cock as hard as I could into Pete s well opened hole my balls touching the cheeks of his ass. I then pulled out almost completely and then jammed it back in. Soon I was fucking him hard pulling the full length out and then ramming it back in till my balls slapped against his ass cheeks.



Tim was sucking as hard as he could and was moaning. Pete was sucking Tim hard and moaning too. I knew that I wouldn t last much longer especially when Tim began to wiggle and moan sending the signal that we was cumming down Pete s throat. Pete then began to tense up causing his ass muscles to close tightly around my pounding cock as he shot his load into Tim s mouth.



Tim held just the tip of Pete s cock with his tight lips sucking and pulling the last few morsels of cum from his tip.



My own cock began to swell in Pete s ass and soon I was filling the condom full. I kept pounding on his ass until I was completely drained. I then withdrew my cock from his well fucked ass and saw that the hole stayed open even wider now than before. I had Tim move off of Pete both of their cocks deflated and their balls hanging low. I removed the condom from my cock careful not to spill a drop. I then held it just above Pete s mouth and told him to open wide. When he did turned the condom upside down and I squeezed the full load from the tip of the condom down forcing a cum river to begin flowing into Pete s mouth.



He moaned and began swallowing as I continued to force the cum out squeezing every last drop out and into his waiting mouth.



He swallowed every bit of my cum and then said Can you untie me now? I m not going to do anything I promise.



No not yet I replied. I laid the used condom across his chest and reinserted the dildo into his ass.



We are going to shower and change back into our costumes then we ll think about letting you go.



With that Tim and I showered and redressed. I told Tim that I was going to take him back to my dorm room and fuck him while he was still wearing his sister s cheerleader outfit minus the tight bottoms. We made out for a few minutes and then went back into the main room.



The dildo was still deep in Pete s ass and his cock was hard as a rock again. Tim once again took Pete s cock in his mouth and sucked him dry again.



We had been in the room for almost three hours and could just get back to the party before midnight. I took down the vcr recorder and the put it in the car never planning on having to show anyone but Scott unless Pete did anything wrong.



As we untied his legs I explained the rules to him Okay Pete here s the rules from now on. No hitting Tim ever! You can each satisfy each other. You both like girls explore that with your girl friend she might be into it. I untied his hands If you hit me or try to say something happened here that didn t we did record the whole thing and I ll be happy to share the tape with your friends family anyone at school. I took of the blindfold and said can you stick to the rules?



He nodded no problem! He leaned over to Tim taking his face in his hands and pulling Tim to him he began to kiss him snaking his tongue into Tim s mouth. After a kiss that lasted almost five minutes Pete broke loose and said I ll never hurt you again!



We left the hotel after Pete slipped his toga back on and returned him to the frat party. Tim returned to my room where I pulled down his cheerleader shorts and ripped a hole in his tights I then bent him over my desk lifted the skirt and slid my rock hard cock into his sweet butt. I fucked his ass over the desk for about three minutes and came filling his butt full of cum. I slide his shorts back on sealing my cum in his ass. We kissed and made out for about an hour before I drifted off to sleep and Tim left.



Two weeks later Tim said that he and Pete and Amanda Pete s girlfriend had had a three-way and that he had fucked Pete while Pete fucked Amanda and that he had eaten Pete s load from Amanda s pussy while Pete sucked him off. The three of them plan on getting an apartment after the semester is over.



Only two weeks to the holiday break then I get to see Scott and have him explain the wild videos he d sent from his college. I was looking forward to fucking him again.



***Note: I hope you liked this latest installment. If you liked it let me know. I d love to hear about your own experiences!!